ES412323A1 - 2,6-diaminodihydropyridines their production and their medicinal use - Google Patents
2,6-diaminodihydropyridines their production and their medicinal useInfo
- Publication number
- ES412323A1 ES412323A1 ES412323A ES412323A ES412323A1 ES 412323 A1 ES412323 A1 ES 412323A1 ES 412323 A ES412323 A ES 412323A ES 412323 A ES412323 A ES 412323A ES 412323 A1 ES412323 A1 ES 412323A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- chain
- alkyl
- dihydro
- indicated above
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- XNJATKPGORTUCP-UHFFFAOYSA-N 1,2-dihydropyridine-2,6-diamine Chemical class NC1NC(N)=CC=C1 XNJATKPGORTUCP-UHFFFAOYSA-N 0.000 title abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000004122 cyclic group Chemical group 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 229920006395 saturated elastomer Polymers 0.000 abstract 2
- ZBJJDYGJCNTNTH-UHFFFAOYSA-N Betahistine mesilate Chemical group CS(O)(=O)=O.CS(O)(=O)=O.CNCCC1=CC=CC=N1 ZBJJDYGJCNTNTH-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- 150000001409 amidines Chemical class 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000002541 furyl group Chemical group 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 125000000714 pyrimidinyl group Chemical group 0.000 abstract 1
- 229930195734 saturated hydrocarbon Natural products 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/80—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4418—Non condensed pyridines; Hydrogenated derivatives thereof having a carbocyclic group directly attached to the heterocyclic ring, e.g. cyproheptadine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/455—Nicotinic acids, e.g. niacin; Derivatives thereof, e.g. esters, amides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/08—Bronchodilators
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/06—Antiarrhythmics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/08—Vasodilators for multiple indications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/80—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D211/84—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen directly attached to ring carbon atoms
- C07D211/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Urology & Nephrology (AREA)
- Epidemiology (AREA)
- Vascular Medicine (AREA)
- Obesity (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Pulmonology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
Abstract
Procedure for obtaining 2,6-diaminodihydropyridines, of the tautomeric formula I (Ia = 3,4-dihydro structure, Ib = 1,4-dihydro structure, Ic = 4,5-dihydro structure) **(See formula)** wherein R is a straight-chain, branched-chain or cyclic saturated or unsaturated hydrocarbon radical or an aryl, optionally containing 1-3 same or different substituents of the aryl, alkyl, alkoxy, halogen, cyano group, nitro, trifluoromethyl, carbalkoxy or 30n-alkyl (n = O-2) o means a naphthyl, quinolide isoquinolium, pyridyl, pyrimidyl, tenyl, furyl or pyrrile, optionally substituted by alkyl, alkoxy or halogen, and K and R2 are the same or different and signify an alkoxy moiety, which may be straight-chain, branched or cyclic, saturated or unsaturated and, optionally, be interrupted by 1-2 oxygen atoms in the chain, or signify an amino group, in case given substituted by 1-2 alkyl groups, characterized in that a compound chosen from a) aldehydes of formula II is reacted RCHO (II) in which R has the meaning indicated above, and b) derivatives of ilidenciancacático acid of formula IV **(See formula)** in which R and R1 have the meanings indicated above, with amidines of formula III **(See formula)** in which it has the meaning indicated above, in the presence of inert organic solvents at temperatures between 20 and 200ºC, and also in the presence of an alkaline alcoholate in the case of the reaction of the compounds formula IV. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2210687A DE2210687C3 (en) | 1972-03-06 | 1972-03-06 | 2,6-diamino-3,5-diethoxycarbonyldihydropyridines, process for their preparation and pharmaceuticals containing them |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES412323A1 true ES412323A1 (en) | 1976-01-01 |
Family
ID=5838037
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES412323A Expired ES412323A1 (en) | 1972-03-06 | 1973-03-05 | 2,6-diaminodihydropyridines their production and their medicinal use |
Country Status (24)
| Country | Link |
|---|---|
| JP (2) | JPS5626659B2 (en) |
| KR (1) | KR780000119B1 (en) |
| AT (3) | AT327904B (en) |
| BE (1) | BE796279A (en) |
| BG (2) | BG22815A3 (en) |
| CA (1) | CA988524A (en) |
| CH (2) | CH580589A5 (en) |
| CS (2) | CS182781B2 (en) |
| DD (1) | DD106833A5 (en) |
| DE (1) | DE2210687C3 (en) |
| DK (1) | DK136061C (en) |
| ES (1) | ES412323A1 (en) |
| FI (1) | FI55996C (en) |
| FR (1) | FR2181789B1 (en) |
| GB (1) | GB1379005A (en) |
| HU (1) | HU167089B (en) |
| IE (1) | IE37370B1 (en) |
| IL (1) | IL41664A (en) |
| LU (1) | LU67147A1 (en) |
| NL (1) | NL7303137A (en) |
| PL (2) | PL89256B1 (en) |
| RO (2) | RO63068A (en) |
| SE (1) | SE384208B (en) |
| ZA (1) | ZA731501B (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2210687C3 (en) * | 1972-03-06 | 1981-09-24 | Bayer Ag, 5090 Leverkusen | 2,6-diamino-3,5-diethoxycarbonyldihydropyridines, process for their preparation and pharmaceuticals containing them |
| DE2406198C2 (en) * | 1974-02-09 | 1983-12-15 | Bayer Ag, 5090 Leverkusen | Process for the preparation of new 2-amino-6-dialkylamino-dihydropyridines |
| JPS5922593U (en) * | 1982-08-03 | 1984-02-10 | 日本マランツ株式会社 | Horn mounting structure for headphone |
| JPS5922594U (en) * | 1982-08-03 | 1984-02-10 | 日本マランツ株式会社 | earplug type headphone |
| JPS6282898A (en) * | 1985-10-08 | 1987-04-16 | Matsushita Electric Ind Co Ltd | headphone |
| JPS6293060U (en) * | 1985-11-28 | 1987-06-13 | ||
| AU2021387535A1 (en) * | 2020-11-30 | 2023-07-06 | George Kanianthara Chandy | POTENT AND SELECTIVE INHIBITORS OF THE CALCIUM-ACTIVATED POTASSIUM CHANNEL, KCa3.1, FOR USE AS PLATFORM THERAPEUTICS |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2210687C3 (en) * | 1972-03-06 | 1981-09-24 | Bayer Ag, 5090 Leverkusen | 2,6-diamino-3,5-diethoxycarbonyldihydropyridines, process for their preparation and pharmaceuticals containing them |
| US3855231A (en) * | 1972-03-06 | 1974-12-17 | Bayer Ag | 2,6-diamino-1,4-dihydropyridine derivatives |
| DE2406198C2 (en) * | 1974-02-09 | 1983-12-15 | Bayer Ag, 5090 Leverkusen | Process for the preparation of new 2-amino-6-dialkylamino-dihydropyridines |
-
1972
- 1972-03-06 DE DE2210687A patent/DE2210687C3/en not_active Expired
-
1973
- 1973-02-13 RO RO7300082647A patent/RO63068A/ro unknown
- 1973-02-13 RO RO73832A patent/RO61192A/ro unknown
- 1973-02-26 DD DD169048A patent/DD106833A5/xx unknown
- 1973-02-28 BG BG022858A patent/BG22815A3/en unknown
- 1973-02-28 BG BG024472A patent/BG20583A3/en unknown
- 1973-03-02 IL IL7341664A patent/IL41664A/en unknown
- 1973-03-02 CH CH313273A patent/CH580589A5/xx not_active IP Right Cessation
- 1973-03-02 FI FI657/73A patent/FI55996C/en active
- 1973-03-02 JP JP2445273A patent/JPS5626659B2/ja not_active Expired
- 1973-03-02 LU LU67147A patent/LU67147A1/xx unknown
- 1973-03-02 CH CH220176A patent/CH577473A5/xx not_active IP Right Cessation
- 1973-03-03 PL PL1973161010A patent/PL89256B1/pl unknown
- 1973-03-03 PL PL1973182270A patent/PL92078B1/pl unknown
- 1973-03-05 IE IE346/73A patent/IE37370B1/en unknown
- 1973-03-05 DK DK118073A patent/DK136061C/en active
- 1973-03-05 CA CA165,209A patent/CA988524A/en not_active Expired
- 1973-03-05 KR KR7300356A patent/KR780000119B1/en not_active Expired
- 1973-03-05 SE SE7303021A patent/SE384208B/en unknown
- 1973-03-05 ZA ZA731501A patent/ZA731501B/en unknown
- 1973-03-05 ES ES412323A patent/ES412323A1/en not_active Expired
- 1973-03-05 BE BE128374A patent/BE796279A/en not_active IP Right Cessation
- 1973-03-06 AT AT925774*7A patent/AT327904B/en not_active IP Right Cessation
- 1973-03-06 GB GB1075973A patent/GB1379005A/en not_active Expired
- 1973-03-06 CS CS7300001593A patent/CS182781B2/en unknown
- 1973-03-06 AT AT197373A patent/AT324338B/en not_active IP Right Cessation
- 1973-03-06 CS CS7500003602A patent/CS182792B2/en unknown
- 1973-03-06 FR FR7307923A patent/FR2181789B1/fr not_active Expired
- 1973-03-06 HU HUBA2892A patent/HU167089B/hu unknown
- 1973-03-06 AT AT925774A patent/ATA925774A/en unknown
- 1973-03-06 NL NL7303137A patent/NL7303137A/xx not_active Application Discontinuation
-
1980
- 1980-12-27 JP JP55185147A patent/JPS5911584B2/en not_active Expired
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FD1A | Patent lapsed |
Effective date: 19840404 |